(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Base Information

Chemical Name:(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one
CAS No.:819054-73-4
Molecular Formula:C₃₂H₄₃BrN₂O₄Si
Molecular Weight:627.694
Hs Code.:

(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Synonyms:(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

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Chemical Property of (1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

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Technology Process of (1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

There total 6 articles about (1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

: 1068-55-9
isopropylmagnesium chloride

: 819054-72-3
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[3,4-a]pyrrolizin-3-one

: 819054-73-4
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 16h;
DOI:10.1002/hlca.200490225

Reference yield:

: (3aS,4R,7R,8aS,8bR)-2-Benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-7-hydroxy-hexahydro-pyrrolo[3,4-a]pyrrolizine-1,3-dione; compound with (3aR,4S,7R,8aR,8bS)-2-benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-7-hydroxy-hexahydro-pyrrolo[3,4-a]pyrrolizine-1,3-dione

: 819054-73-4
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 43 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

2: 94 percent / Li[Et₃BH] / tetrahydrofuran / 0.25 h / -78 °C

3: 94 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

4: 80 percent / CaCl₂ / CH₂Cl₂ / 48 h / 20 °C

5: 87 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

6: 79 percent / ZnCl₂ / diethyl ether; tetrahydrofuran / 16 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; lithium triethylborohydride; calcium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200490225

Reference yield:

: 819054-71-2
(1R,3aS,4R,7R,8aS,8bR)-2-Benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-1,7-dihydroxy-octahydro-pyrrolo[3,4-a]pyrrolizin-3-one

: 819054-73-4
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / CaCl₂ / CH₂Cl₂ / 48 h / 20 °C

2: 87 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

3: 79 percent / ZnCl₂ / diethyl ether; tetrahydrofuran / 16 h / 20 °C

With dmap; calcium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200490225